5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Base Information

Chemical Name:5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione
CAS No.:596107-17-4
Molecular Formula:C21H24N2O5
Molecular Weight:384.432
Hs Code.:
ChEMBL ID:CHEMBL393119
DSSTox Substance ID:DTXSID20471258
Nikkaji Number:J1.942.502I
Wikidata:Q82299728

Synonyms:596107-17-4;5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione;CHEMBL393119;DTXSID20471258

Suppliers and Price of 5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 1 raw suppliers

Chemical Property of 5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

Chemical Property:

XLogP3:2.2
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:5
Exact Mass:384.16852187
Heavy Atom Count:28
Complexity:718

Purity/Quality:: 97% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(C)(C)C1=CC=C(C=C1)C#CC2=CN(C(=O)NC2=O)C3CC(C(O3)CO)O
Isomeric SMILES:CC(C)(C)C1=CC=C(C=C1)C#CC2=CN(C(=O)NC2=O)[C@H]3C[C@@H]([C@H](O3)CO)O

Technology Process of 5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione

There total 4 articles about 5-[2-(4-tert-butylphenyl)ethynyl]-1-[(2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]pyrimidine-2,4-dione which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

: 772-38-3
4-tert-Butylphenylacetylene

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 596107-17-4
5-[(4-tert-butylphenyl)ethynyl]-2'-deoxyuridine

Guidance literature:: With copper(l) iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In N,N-dimethyl-formamide; at 40 ℃; for 25h;
DOI:10.1016/j.bmc.2007.01.048

Reference yield: 63.0%

: 35779-04-5
1-tert-butyl-4-iodobenzene

: 61135-33-9
2'-deoxy-5-ethynyluridine

: 596107-17-4
5-[(4-tert-butylphenyl)ethynyl]-2'-deoxyuridine

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 15h;
DOI:10.1016/j.bmcl.2005.05.071

Reference yield:

: 54-42-2,162239-35-2
5-Iodo-2'-deoxyuridine

: 596107-17-4
5-[(4-tert-butylphenyl)ethynyl]-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1: 81 percent / DIPEA; Pd(Ph₃P)4; CuI / dimethylformamide / 20 °C

2: 75 percent / aq. NH₃ / methanol / 20 °C

3: 63 percent / Et₃N; Pd(Ph₃P)4; CuI / dimethylformamide / 15 h / 20 °C

With ammonium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; N-ethyl-N,N-diisopropylamine; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2005.05.071